B-D-Galactopyranosyl nitromethane

Base Information

• Chemical Name: B-D-Galactopyranosyl nitromethane
• CAS No.: 81846-64-2
• Molecular Formula: C7H13NO7
• Molecular Weight: 223.18062
• DSSTox Substance ID: DTXSID501200250
• Nikkaji Number: J2.952.621D
• Mol file: 81846-64-2.mol

Synonyms:81846-64-2;(2R,3R,4R,5R,6S)-2-(Hydroxymethyl)-6-(nitromethyl)tetrahydro-2H-pyran-3,4,5-triol;B-D-GALACTOPYRANOSYL NITROMETHANE;2,6-Anhydro-7-deoxy-7-nitro-L-glycero-L-galacto-heptitol;DTXSID501200250;(2R,3R,4R,5R,6S)-2-(HYDROXYMETHYL)-6-(NITROMETHYL)OXANE-3,4,5-TRIOL

Chemical Property of B-D-Galactopyranosyl nitromethane

Chemical Property:

• PSA: 135.97000
• LogP: -2.37130
• XLogP3: -2.2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 223.06920175
• Heavy Atom Count: 15
• Complexity: 230

Purity/Quality:

97% ^*data from raw suppliers

b-D-Galactopyranosyl nitromethane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C1C(C(C(C(O1)CO)O)O)O)[N+](=O)[O-]
• Isomeric SMILES: C([C@H]1[C@@H]([C@H]([C@H]([C@H](O1)CO)O)O)O)[N+](=O)[O-]

Technology Process of B-D-Galactopyranosyl nitromethane

There total 14 articles about B-D-Galactopyranosyl nitromethane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 40.0%

1,2?dideoxy?1?nitro?D?manno?hept?1?enitol peracetate (16749-54-5) → 2,6?anhydro?1?deoxy?1?nitro?D?glycero?D?galacto?heptitol (93302-92-2) + 2,6-anhydro-7-deoxy-7-nitro-D-glycero-D-manno-heptitol (81812-47-7,81846-60-8,81846-61-9,81846-64-2,92283-28-8,92283-29-9,93302-92-2)

Guidance literature:

With methanol; sodium methylate; at 30 ℃; for 16h;

DOI:10.1007/s00706-020-02614-5

Reference yield: 40.0%

D-Galactose (10257-28-0) + nitromethane (75-52-5) → 2,6-anhydro-7-deoxy-7-nitro-L-glycero-L-galactoheptitol (81846-64-2)

Guidance literature:

With sodium methylate; In methanol;

DOI:10.1016/j.carres.2003.10.018

Reference yield: 36.0%

1,2?dideoxy?1?nitro?D?manno?hept?1?enitol peracetate (16749-54-5) → 3,6?anhydro?7?deoxy?7?nitro?D?glycero?D?manno?heptitol + 2,5?anhydro?1?deoxy?1?nitro?D?glycero?D?galacto?heptitol + C8H17NO8 + C8H17NO8 + 2,6-anhydro-7-deoxy-7-nitro-D-glycero-D-manno-heptitol (81812-47-7,81846-60-8,81846-61-9,81846-64-2,92283-28-8,92283-29-9,93302-92-2)

Guidance literature:

With methanol; sodium methylate; at 30 ℃; for 0.08h;

DOI:10.1007/s00706-020-02614-5

upstream raw materials:

nitromethane

D-Galactose

D-Galactose

C₇H₁₃NO₇

Refernces

• 1、 Vojtech, Michal,Petru?ová, Mária,Valent, Ivan,Pribulová, Bo?ena,Petru?, Ladislav. "Preparation of D-galactofuranosyl nitromethanes: A revision and a new approach". experimental part. p. 715 - 721. Retrieved 2011/05/06.
• 2、 Baker, Kenneth W.J,March, Andrew R,Parsons, Simon,Paton, R.Michael,Stewart, Gavin W. "3,4-Dipyranosyl-1,2,5-oxadiazole 2-oxides: Synthesis and X-ray structure". . p. 8505 - 8513. Retrieved 2007/10/03.